JP2696139B2 - Herbicidal composition - Google Patents

Herbicidal composition

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Publication number
JP2696139B2
JP2696139B2 JP63181519A JP18151988A JP2696139B2 JP 2696139 B2 JP2696139 B2 JP 2696139B2 JP 63181519 A JP63181519 A JP 63181519A JP 18151988 A JP18151988 A JP 18151988A JP 2696139 B2 JP2696139 B2 JP 2696139B2
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JP
Japan
Prior art keywords
weight
parts
compound
dichlorophenoxyacetic acid
salt
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
JP63181519A
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Japanese (ja)
Other versions
JPH0276803A (en
Inventor
信行 坂下
史雄 木村
千元 本多
重夫 村井
隆弘 芳賀
Original Assignee
石原産業株式会社
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to JP19928787 priority Critical
Priority to JP63-136043 priority
Priority to JP62-199287 priority
Priority to JP13604388 priority
Application filed by 石原産業株式会社 filed Critical 石原産業株式会社
Publication of JPH0276803A publication Critical patent/JPH0276803A/en
Application granted granted Critical
Publication of JP2696139B2 publication Critical patent/JP2696139B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial application field) The present invention relates to at least one kind of a pyridinesulfonamide compound and a salt thereof (A) and 2,4-dichlorophenoxyacetic acid, an alkyl ester thereof and at least one kind of a salt thereof. (B) as an active ingredient, and a mixing ratio [A: B (weight)] of the active ingredient is 1: 800 to 200: 1.

(Problems to be Solved by Conventional Techniques and Inventions) Generally, various kinds of weeds coexist and grow, and germination and growth time of each individual are not uniform. Therefore, the application of the herbicide is performed on various kinds of weeds having different growth stages, and it is actually quite difficult to kill all the weeds with one application of the herbicide. If there are residual weeds, those that germinate at an early stage and those that regenerate after the above-ground parts have died once will proliferate and the effect of herbicide application will be reduced by half. Therefore, the emergence of a herbicide which has a wide herbicidal spectrum, is effective for growing weeds, and can maintain an inhibitory effect for a predetermined period of time is still strongly desired.

The present applicant has reported that the pyridinesulfonamide-based compound represented by the formula (I) and a salt thereof have an extremely high herbicidal effect on a wide range of weeds including severely harmful weeds, and show high safety against corn. With the knowledge that
No. 23 (JP-A-63-146873) was filed earlier. However, these compounds may not be able to completely control some weeds depending on the conditions such as the application rate and the application time.In practical use, new weeds may be generated from soil after application of these compounds. May occur.

(Means for Solving the Problems) To solve these problems, the present inventors conducted a combination experiment of the pyridinesulfonamide compound and various herbicidal compounds, and as a result, the pyridinesulfonamide compound By mixing and using at least one of the compound and its salt with at least one of 2,4-dichlorophenoxyacetic acid, its alkyl ester and its salt, the herbicidal spectrum is broadened and the The present inventors have found that a sufficient herbicidal effect can be maintained throughout the growing period of corn only by spraying the medicine once, and completed the present invention. That is, the present invention provides a compound of the formula (I): (Compound name; N-[(4,6-dimethoxypyrimidine-2-
Yl) aminocarbonyl] -3-dimethylaminocarbonyl-2-pyridinesulfonamide) and at least one kind (A) of a pyridinesulfonamide compound and a salt thereof, and 2,4-dichlorophenoxyacetic acid, an alkyl ester thereof and a salt thereof As an active ingredient, and the mixing ratio of the active ingredient [A: B
(Weight)] is 1: 800 to 200: 1.

The salts of the above two compounds constituting the herbicidal composition of the present invention include, for example, alkali metal salts such as sodium and potassium, alkaline earth metal salts such as magnesium and calcium, and amines such as monomethylamine, dimethylamine and triethylamine. Salts and salts of quaternary ammonium bases such as trimethylethylammonium cation and tetramethylammonium cation are exemplified.

Examples of the pyridinesulfonamide-based compound represented by the formula (I) and its salt (A) (hereinafter abbreviated as pyridinesulfonamide-based compound) include the compounds shown in Table 1 below.

Further, as the at least one kind (B) of 2,4-dichlorophenoxyacetic acid, its alkyl ester and its salt used in combination with the pyridinesulfonamide-based compound (A), compounds exemplified in Table 2 below can be mentioned. . Among them
Salts of 2,4-dichlorophenoxyacetic acid and their alkyl esters are preferred.

Mixing ratio of active ingredients of pyridinesulfonamide compound (A) and at least one of 2,4-dichlorophenoxyacetic acid, its alkyl ester and its salt (B) [A: B
(Weight)] is generally 1: 800 to 200: 1, preferably 1: 200 to 2
0: 1. The appropriate amount of application varies depending on conditions such as the formulation of the drug, the time of application, and the type of the target weed, and cannot be unconditionally specified. However, in general, the pyridinesulfonamide compound (A) is about 0.05 to 10 g / a, 2,4-dichlorophenoxy. Acetic acid, its alkyl ester and at least one of its salts (B) are about 0.05 to 40 g / a.

The application range of the herbicidal composition of the present invention covers a wide variety of fields, such as fields, orchards, mulberry fields, forests, agricultural roads, grounds, and plant sites, and the application method can be appropriately selected from soil treatment and foliage treatment.

The herbicidal composition of the present invention comprises a pyridinesulfonamide compound (A) and at least one of 2,4-dichlorophenoxyacetic acid, an alkyl ester thereof and a salt thereof (B) in various forms in accordance with ordinary methods for preparing pesticides. Formulated with adjuvants,
Emulsions, wettable powders, suspensions, granules, powders, aqueous solvents, etc. are prepared in the form of pyridinesulfonamide compounds, 2,4-dichlorophenoxyacetic acid, alkyl esters and salts thereof. May be mixed together and formulated, or they may be separately formulated and mixed. As the adjuvant, diatomaceous earth, slaked lime, calcium carbonate, talc, white carbon, kaolin, bentonite, siegrite, water-soluble starch, solid carriers such as sodium bicarbonate; toluene, xylene, solvent naphtha, ethanol, dioxane, acetone, isophorone, Solvents such as methyl isobutyl ketone, dimethyl formamide, dimethyl sulfoxide, N-methyl-2-pyrrolidone; sodium alkyl sulfate, sodium alkyl benzene sulfonate, sodium lignin sulfonate, polyoxyethylene glycol alkyl ether, polyoxyethylene lauryl ether, polyoxy Spreading agents and surfactants such as ethylene alkyl aryl ethers, polyoxyethylene fatty acid esters, and polyoxyethylene sorbitan fatty acid esters; olive oil, cappo Vegetable oils such as oil, castor oil, papaya oil, camellia oil, coconut oil, sesame oil, corn oil, rice bran oil, peanut oil, cottonseed oil, soybean oil, rapeseed oil, linseed oil, cutting oil, liquid paraffin, and the like. .

Next, formulation examples of the herbicidal composition of the present invention will be described, but the formulation examples are not limited thereto.

Formulation Example 1 (1) 1 part by weight of compound No. A-1 (2) 2.5 parts by weight of any of compound Nos. B-1 to B-4 (3) 2 parts by weight of Dixsol W-92 (4) Newlite 94.5 parts by weight The above components are mixed and pulverized to obtain a powder.

Formulation Example 2 (1) 1 part by weight of compound No. A-1 (2) 37.5 parts by weight of any of compound Nos. B-1 to B-4 (3) Dixsol W-66 5 parts by weight (4) Dixsol W-09B 2 parts by weight (5) Diatomaceous earth 50.5 parts by weight The above components are mixed to obtain a wettable powder.

Formulation Example 3 (1) 5 parts by weight of compound No. A-1 (2) 50 parts by weight of any of compound Nos. B-1 to B-4 (3) 3 parts by weight of solpol 5050 (4) 4 parts by weight of solpol 5073 (5) High filler No.10 38 parts by weight The above components are mixed to obtain a wettable powder.

Formulation Example 4 (1) 1 part by weight of compound No. A-1 (2) 15 parts by weight of any of compound Nos. B-1 to B-4 (3) 5 parts by weight of sorbol 5039 (4) 2 parts by weight of labelin S (5) 15 parts by weight of Carplex # 80 (6) 62 parts by weight of kaolin The above components are mixed to obtain a wettable powder.

Formulation Example 5 (1) Compound No. A-1 0.1 part by weight (2) 1 part by weight of any of compound Nos. B-1 to B-4 (3) Dixsol W-92 2 parts by weight (4) Newlite 96.9 parts by weight The above components are mixed and pulverized to obtain a powder.

Formulation Example 6 (1) 1 part by weight of compound No. A-1 (2) 20 parts by weight of any of compound Nos. B-1 to B-4 (3) 5 parts by weight of Dixsol W-66 (4) Dixsol W-09B 2 parts by weight (5) Diatomaceous earth 72 parts by weight The above components are mixed to obtain a wettable powder.

Formulation Example 7 (1) 20 parts by weight of compound No. A-1 (2) 40 parts by weight of any of compound Nos. B-1 to B-4 (3) 5 parts by weight of sorbol 5039 (4) 2 parts by weight of labelin S (5) Kaolin 33 parts by weight The above components are mixed to obtain a wettable powder.

Formulation Example 8 (1) 4 parts by weight of compound No. A-1 (2) 30 parts by weight of any of compound Nos. B-1 to B-4 (3) 5 parts by weight of Dixsol W-66 (4) Dixsol W-09B 2 parts by weight (5) Diatomaceous earth 59 parts by weight The above components are mixed to obtain a wettable powder.

Formulation Example 9 (1) 0.2 parts by weight of compound No. A-1 (2) 1 part by weight of any of compound Nos. B-1 to B-4 (3) 2 parts by weight of Dixsol W-92 (4) Newlite 96.8 parts by weight The above components are mixed and pulverized to obtain a powder.

Formulation Example 10 (1) 10 parts by weight of compound No. A-2 (2) 50 parts by weight of compound No. B-2 or B-3 (3) 5 parts by weight of sodium ligninsulfonate (4) 35 parts by weight of water-soluble starch A water solvent is obtained by mixing the above components.

Formulation Example 11 (1) 5 parts by weight of compound No. A-1 (2) 5 parts by weight of any of compound Nos. B-1 to B-4 (3) Disksol 5 parts by weight of W-66 (4) Disksol W-09B 2 parts by weight (5) Diatomaceous earth 83 parts by weight The above components are mixed to obtain a water solvent.

Formulation Example 12 (1) 40 parts by weight of compound No. A-1 (2) 10 parts by weight of any of compound Nos. B-1 to B-4 (3) 5 parts by weight of sorbol 5039 (4) 2 parts by weight of labelin S (5) Carplex # 80 15 parts by weight (4) Kaolin 28 parts by weight The above components are mixed to obtain a water solvent.

Formulation Example 13 (1) 5 parts by weight of compound No. A-2 (2) 5 parts by weight of compound No. B-2 or B-3 (3) 5 parts by weight of sodium ligninsulfonate (4) 85 parts by weight of water-soluble starch A water solvent is obtained by mixing the above components.

Formulation Example 14 (1) 3 parts by weight of compound No. A-1 (2) 2 parts by weight of any of compound Nos. B-1 to 3 (3) Corn oil 81 parts by weight (4) Solpol 3815 12 parts by weight (5) 2 parts by weight of New D Orben The above components are uniformly mixed and pulverized with a dyno mill (Willie & Barhohen Co., Ltd.) to obtain a suspending agent.

(Note) Dixsol W-92, W-66, W-09B and Labelin S: trade name manufactured by Daiichi Kogyo Seiyaku Co., Ltd. Newlight: trade name manufactured by Nippon Refractory Raw Materials Co., Ltd. Solpol 5050, 5073, 5039 And 3815: Trade name of Toho Chemical Industry Co., Ltd. High Filler No. 10: Trade name of Matsumura Sangyo Co., Ltd. Carplex # 80: Trade name of Shionogi & Co., Ltd. New D Orben: Shiraishi Industry ( Next, test examples of the herbicidal composition of the present invention will be described, but of course the present invention is not limited to these descriptions.

Test Example 1 1 / 3,000 are pots and 1 / 10,000 are pots were filled with field soil, 1 / 3,000 are pots were filled with corn (variety name: Royal Dent 105T), and 1 / 10,000 are pots were made of ibis, shrimp and white radish. Was inoculated. After that, the plant leaves at a certain leaf age (corn
When the leaf stage, the strawberry stage reaches the 2.5 leaf stage, the ibis grasses reach the 1.2 leaf stage, and the shiroza reaches the 2-4 leaf stage), the herbicidal composition in a predetermined amount is diluted to 5 liters of water per are and the aqueous solution is further agricultured. A spreading agent was added to a concentration of 0.2%, and foliage treatment was performed with a small spray. On the 26th day after the treatment, the growth state of various plants was visually observed and investigated, and the degree of growth inhibition was evaluated in 10 stages (1: same as in the non-treated group to 10: completely suppressed), and the results in Table 3 I got

 ────────────────────────────────────────────────── ─── Continuing from the front page (72) Inventor Shigeo Murai 2-3-1 Nishi-Shibukawa, Kusatsu-shi, Shiga Examiner, Central Research Laboratory, Ishihara Sangyo Co., Ltd. (JP, A) JP-A-62-223180 (JP, A)

Claims (5)

    (57) [Claims]
  1. (1) Formula (I): And at least one kind of a pyridinesulfonamide compound represented by the formula (A) and 2,4-dichlorophenoxyacetic acid, its alkyl ester and its salt (B), and the active ingredient A mixture ratio [A: B (weight)] of 1: 800 to 200: 1.
  2. 2. The method according to claim 1, wherein at least one of said 2,4-dichlorophenoxyacetic acid, its alkyl ester and its salt is 2,4-dichlorophenoxyacetic acid.
    2. The herbicidal composition according to claim 1, wherein the herbicidal composition is at least one of a salt of dichlorophenoxyacetic acid and an alkyl ester of 2,4-dichlorophenoxyacetic acid.
  3. 3. The method according to claim 1, wherein at least one of said 2,4-dichlorophenoxyacetic acid, its alkyl ester and its salt is 2,4-dichlorophenoxyacetic acid.
    The herbicidal composition according to claim 1, wherein the herbicidal composition is at least one salt of dichlorophenoxyacetic acid.
  4. 4. The method according to claim 1, wherein at least one of said 2,4-dichlorophenoxyacetic acid, its alkyl ester and its salt is 2,4-dichlorophenoxyacetic acid.
    The herbicidal composition according to claim 1, which is at least one kind of an alkyl ester of dichlorophenoxyacetic acid.
  5. 5. The method according to claim 1, wherein at least one of the pyridinesulfonamide compound represented by the formula (I) and a salt thereof is N-
    3. The method according to claim 1, which is [(4,6-dimethoxypyrimidin-2-yl) aminocarbonyl] -3-dimethylaminocarbonyl-2-pyridinesulfonamide.
    Item 3. The herbicidal composition according to Item 3 or 4.
JP63181519A 1987-08-10 1988-07-22 Herbicidal composition Expired - Lifetime JP2696139B2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP19928787 1987-08-10
JP63-136043 1988-06-02
JP62-199287 1988-06-02
JP13604388 1988-06-02

Publications (2)

Publication Number Publication Date
JPH0276803A JPH0276803A (en) 1990-03-16
JP2696139B2 true JP2696139B2 (en) 1998-01-14

Family

ID=26469726

Family Applications (1)

Application Number Title Priority Date Filing Date
JP63181519A Expired - Lifetime JP2696139B2 (en) 1987-08-10 1988-07-22 Herbicidal composition

Country Status (15)

Country Link
US (1) USH670H (en)
EP (2) EP0303383B1 (en)
JP (1) JP2696139B2 (en)
KR (1) KR930002953B1 (en)
CN (1) CN1022284C (en)
AU (1) AU608637B2 (en)
BG (2) BG48092A3 (en)
BR (1) BR8803777A (en)
DE (2) DE3888426D1 (en)
EG (1) EG18676A (en)
ES (1) ES2052727T3 (en)
HU (1) HU205834B (en)
LV (1) LV10019B (en)
NZ (1) NZ225473A (en)
TR (3) TR28196A (en)

Families Citing this family (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SI8812129A (en) * 1987-11-27 1996-10-31 Ciba Geigy Ag Herbicide with synergistic effect and its preparation
US5190576A (en) * 1989-06-13 1993-03-02 Rhone-Poulenc Agrochimie Herbicidal combination based on bromoxynil or one of its derivatives
FR2648014B1 (en) * 1989-06-13 1993-06-11 Rhone Poulenc Agrochimie Herbicide combination based on bromoxynil or one of its derivatives with synergistic effect
DE3933543A1 (en) * 1989-10-07 1991-04-11 Hoechst Ag SYNERGISTIC HERBICIDES
US5116405A (en) * 1989-11-06 1992-05-26 Nissan Chemical Industries Ltd. Pyridinesulfonamide derivatives and herbicides
JPH04120006A (en) * 1990-08-23 1992-04-21 Du Pont Japan Ltd Herbicide composition for paddy field
ES2097280T3 (en) * 1991-05-03 1997-04-01 Dowelanco Herbicide compositions with improved crop safety.
RO117587B1 (en) * 1991-07-12 2002-05-30 Hoechst Ag Herbicidal composition, preparation process and weed control method
DE4217928A1 (en) * 1992-05-30 1993-12-02 Hoechst Ag Aceto:lactase synthase inhibiting herbicide compsn. - contg. new or known (hetero)aryloxy cpd. as safener, giving increased selectivity esp. in cereals or maize
WO1994027438A1 (en) * 1993-05-26 1994-12-08 Sandoz Ltd. Herbicidal compositions
CN1056298C (en) * 1996-12-31 2000-09-13 佛山市中医院 External use medicine for treating soft tissue injury and its producing method
AU708918B2 (en) * 1997-01-28 1999-08-19 Syngenta Participations Ag Herbicidal synergistic composition and method of weed control
RU2260948C2 (en) 1999-11-17 2005-09-27 Байер Акциенгезельшафт Herbicidal agent
AR048414A1 (en) * 2004-02-26 2006-04-26 Ishihara Sangyo Kaisha herbicidal composition
EP1734823B2 (en) * 2004-04-01 2017-02-22 BASF Agrochemical Products, B.V. Synergistically acting herbicidal mixtures
KR101280059B1 (en) * 2004-12-17 2013-06-28 주식회사 엘지생명과학 Synergistic herbicidal compositions containing N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-2-[2-fluoro-1-(methoxymethyl carbonyloxy) propyl]-3-pyridine sulfonamide
EP1928245B2 (en) * 2005-09-28 2016-07-06 Ishihara Sangyo Kaisha, Ltd. Herbicidal composition
CN102334494A (en) * 2011-06-20 2012-02-01 陕西韦尔奇作物保护有限公司 Weeding composition containing nicosulfuron
GB2496643B (en) * 2011-11-17 2016-08-17 Rotam Agrochem Int Co Ltd Herbicidal suspension concentrate
AR089283A1 (en) 2011-12-27 2014-08-13 Ishihara Sangyo Kaisha herbicidal composition
EP2848126B1 (en) 2012-05-08 2018-09-12 Ishihara Sangyo Kaisha, Ltd. Herbicidal composition
CN103210943A (en) * 2013-04-27 2013-07-24 北京燕化永乐农药有限公司 Herbicidal composition
CN104106584A (en) * 2014-01-26 2014-10-22 山东先达农化股份有限公司 Cornfield compounded herbicide composition
CN105360137A (en) * 2015-10-09 2016-03-02 南宁源广农业科技有限公司 Weed killer

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* Cited by examiner, † Cited by third party
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IN164880B (en) * 1986-01-30 1989-06-24 Ishihara Sangyo Kaisha
US4789393A (en) * 1986-03-07 1988-12-06 E. I. Du Pont De Nemours And Company Herbicidal pyridine sulfonamides
ZA8701590B (en) * 1986-03-07 1988-11-30 Du Pont Herbicidal pyridine sulfonamides
JPH06278588A (en) * 1993-03-24 1994-10-04 Aisin Seiki Co Ltd Braking force controller

Also Published As

Publication number Publication date
DE3888426D1 (en) 1994-04-21
TR28196A (en) 1996-04-17
EP0303383B1 (en) 1994-03-16
NZ225473A (en) 1990-02-26
AU2049888A (en) 1989-02-16
EP0526796A2 (en) 1993-02-10
HU205834B (en) 1992-07-28
USH670H (en) 1989-09-05
KR930002953B1 (en) 1993-04-16
TR28199A (en) 1996-02-13
LV10019A (en) 1994-05-10
JPH0276803A (en) 1990-03-16
AU608637B2 (en) 1991-04-11
CN1022284C (en) 1993-10-06
LV10019B (en) 1995-06-20
EP0303383A2 (en) 1989-02-15
CN1031174A (en) 1989-02-22
BG48092A3 (en) 1990-11-15
KR890003285A (en) 1989-04-14
HUT49459A (en) 1989-10-30
EP0303383A3 (en) 1991-01-16
ES2052727T3 (en) 1994-07-16
BR8803777A (en) 1989-02-21
TR28216A (en) 1996-03-01
BG49812A3 (en) 1992-02-14
EG18676A (en) 1993-10-30
EP0526796A3 (en) 1994-01-26
DE3888426T2 (en) 1994-06-23

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